Nearest City: Walla Walla, 21 miles
Ross Stevenson and Leroy Cunningham settled in Waitsburg six years ago, in search of a quieter lifestyle. With two partners, they opened the Whoopemup Hollow Café in 2005. The Whoop, as it's known, dishes up jambalaya and Coca-Cola cake to wheat farmers and wine snobs alike (120 Main St., 509/337-9000, jambalaya $19). Just across the street, Jim German recently opened Jimgermanbar, which specializes in classic cocktails and small plates (119 Main St., 509/337-6001). His wife, Claire Johnston-German, owns the AMO Art gallery next door (117 Main St., 509/876-1264, amo-art.com). Summers in Waitsburg can get hot, and the Laht Neppur Brewing Co. is the place to cool down (444 Preston Ave., 509/337-6261). After savoring a flight of eight mini pours, head over to the Monteillet Fromagerie, where the cheeses are made with milk from free-range goats and sheep (109 Ward Rd., 509/382-1917). Monteillet's sheep's-milk gelato is a revelation.